Customer Success Enablement Manager partnering with CS leadership to design, deliver, and measure onboarding, training programs, playbooks, and resources that accelerate ramp, improve NRR/expansion, and drive consistent execution for a ~100-person CS organization.
160k – 209k
Remote5+ YOESales Enablement
About the role
Role Scope & Requirements
Business Partnership
Partner closely with CS Leaders across segments to understand priorities, surface gaps, and design enablement programs aligned to business outcomes like NRR, expansion, and customer satisfaction.
Build trust across Product Marketing and RevOps to deliver cohesive GTM programs.
Program Development
Create and curate learning paths, playbooks, and frameworks tailored to CSM needs (e.g., value discovery, partnership reviews, renewal conversations).
Translate insights from calls, customer data, and frontline feedback into practical, repeatable programs that drive consistent execution.
New Hire Onboarding
Own onboarding for Customer Success Managers, Implementation Specialists, and Professional Services team.
Build on role- and segment-specific tracks to accelerate time-to-value; simplify and prioritize content so new hires can confidently lead customer conversations.
Systems & Tools
Manage enablement systems (LMS, content hubs, call libraries) to ensure resources are easy to access and apply.
Provide perspective on AI-enabled tools to reinforce learning and support real-time customer interactions.
Scaling Impact
Support CS organizations at scale in dynamic, high-growth SaaS environments.
Reinforce skills and behaviors over time through certifications, peer learning, and scenario practice.
Impact Measurement
Partner with CS Ops to measure program effectiveness beyond activity tracking.
Link enablement to outcomes like faster ramp, improved NRR, and higher expansion rates; iterate programs based on data and observation.
Program Execution
Manage multiple initiatives concurrently; balance strategic design with facilitating sessions, delivering training, and embedding practices in the field.
Out of Scope
Technical enablement / Ashby product knowledge (partner but do not own deep technical training).
Competitive intelligence (collaborate but not serve as SME).
You Might Love This Role If
Passionate about enabling Customer Success teams to deliver business outcomes.
Love building scalable programs that impact retention and expansion.
Thrive in cross-functional work and building trust with leaders and customer-facing teams.
Known for operational excellence, clarity, and execution.
Energized by both designing programs and reinforcing them with teams.
This Role Might Not Be for You If
Prefer focusing only on training content without reinforcement or measurement.
Uncomfortable facilitating live sessions or role plays.
Need a large team or mature infrastructure (this is a lean, hands-on role).
Dislike documenting and systematizing (async-first culture values clarity in writing).
Benefits
Competitive compensation, including equity.
10-year exercise window for stock options.
Unlimited PTO (4 weeks recommended per year).
Twelve weeks of fully paid family leave in the US.
Generous equipment, software, and office furniture budget.
$100/month education budget (conferences covered with approval).
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